Search Cheap Flights to
Chester

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Chester Flights as Low as $98

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Fri, Oct 3 - Mon, Oct 6
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$98 Roundtrip, found 3 hours ago
$98
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Fri, Oct 3 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Oct 6, priced at $98 found 3 hours ago
Frontier Airlines
Sat, Aug 9 - Sat, Aug 16
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$99 Roundtrip, found 1 day ago
$99
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Aug 9 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Sat, Aug 16, priced at $99 found 1 day ago
Spirit Airlines
Thu, Aug 21 - Sun, Aug 24
MCO
Orlando Intl.
BDL
Bradley Intl.
$106 Roundtrip, found 22 hours ago
$106
Roundtrip
found 22 hours ago
Select Spirit Airlines flight, departing Thu, Aug 21 from Orlando Intl. to Bradley Intl., returning Sun, Aug 24, priced at $106 found 22 hours ago
Breeze Airways
Fri, Sep 5 - Sun, Sep 7
MCO
Orlando Intl.
BDL
Bradley Intl.
$107 Roundtrip, found 15 hours ago
$107
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Fri, Sep 5 from Orlando Intl. to Bradley Intl., returning Sun, Sep 7, priced at $107 found 15 hours ago
Spirit Airlines
Sat, Aug 30 - Sat, Aug 30
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$109 Roundtrip, found 1 day ago
$109
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, Aug 30 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Sat, Aug 30, priced at $109 found 1 day ago
Frontier Airlines
Sun, Aug 31 - Mon, Sep 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$110 Roundtrip, found 4 hours ago
$110
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Sun, Aug 31 from Orlando Intl. to Bradley Intl., returning Mon, Sep 1, priced at $110 found 4 hours ago
Breeze Airways
Fri, Sep 5 - Sun, Sep 7
MCO
Orlando Intl.
BDL
Bradley Intl.
$112 Roundtrip, found 15 hours ago
$112
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Fri, Sep 5 from Orlando Intl. to Bradley Intl., returning Sun, Sep 7, priced at $112 found 15 hours ago
Breeze Airways
Thu, Aug 21 - Sun, Aug 24
MCO
Orlando Intl.
BDL
Bradley Intl.
$114 Roundtrip, found 22 hours ago
$114
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Thu, Aug 21 from Orlando Intl. to Bradley Intl., returning Sun, Aug 24, priced at $114 found 22 hours ago
Breeze Airways
Sat, Aug 30 - Mon, Sep 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$114 Roundtrip, found 5 hours ago
$114
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Sat, Aug 30 from Orlando Intl. to Bradley Intl., returning Mon, Sep 1, priced at $114 found 5 hours ago
Breeze Airways
Wed, Sep 24 - Sun, Sep 28
RDU
Raleigh - Durham Intl.
BDL
Bradley Intl.
$122 Roundtrip, found 9 hours ago
$122
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Wed, Sep 24 from Raleigh - Durham Intl. to Bradley Intl., returning Sun, Sep 28, priced at $122 found 9 hours ago
Breeze Airways
Fri, Sep 26 - Mon, Sep 29
EWN
Coastal Carolina Regional
BDL
Bradley Intl.
$132 Roundtrip, found 9 hours ago
$132
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Fri, Sep 26 from Coastal Carolina Regional to Bradley Intl., returning Mon, Sep 29, priced at $132 found 9 hours ago
JetBlue Airways
Wed, Oct 1 - Tue, Oct 7
TPA
Tampa Intl.
BDL
Bradley Intl.
$137 Roundtrip, found 1 hour ago
$137
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Wed, Oct 1 from Tampa Intl. to Bradley Intl., returning Tue, Oct 7, priced at $137 found 1 hour ago
JetBlue Airways
Sat, Aug 30 - Mon, Sep 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$137 Roundtrip, found 5 hours ago
$137
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Sat, Aug 30 from Orlando Intl. to Bradley Intl., returning Mon, Sep 1, priced at $137 found 5 hours ago
American Airlines
Tue, Oct 21 - Sat, Oct 25
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$145 Roundtrip, found 5 hours ago
$145
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Tue, Oct 21 from Charlotte-Douglas Intl. to Bradley Intl., returning Sat, Oct 25, priced at $145 found 5 hours ago
Bargain Flight
Fri, Aug 15 - Mon, Aug 25
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Fri, Aug 15 from Charlotte-Douglas Intl. to Bradley Intl., returning Mon, Aug 25, priced at $191 found 1 day ago
Delta
Tue, Oct 21 - Sat, Oct 25
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$197 Roundtrip, found 5 hours ago
$197
Roundtrip
found 5 hours ago
Select Delta flight, departing Tue, Oct 21 from Charlotte-Douglas Intl. to Bradley Intl., returning Sat, Oct 25, priced at $197 found 5 hours ago

Cheap Flights to Chester

Fall in love at first flight with your vacation to Chester by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Chester on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Chester, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Chester

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Chester with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the CEF airport.

What is the cheapest month to fly to Chester?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Chester are in October, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Chester?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Chester.

What airport is best to fly into Chester?

When you’re planning your trip to Chester, convenience is the name of the game. Luckily, Chester Barnes Municipal Airport is nearby so you can deplane and get going on checking off everything on your Chester must-do list.

How much are flights to Chester?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Chester on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $98, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Chester?

The trick to saving a stack of cash on your flight to Chester? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $98 right now, why wait?

Chester Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$98

Last Minute Hotel Deals in Chester

D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd, Holyoke, MA
Stay at this 3-star spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants, and room service. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (2,247 reviews)
"Third time staying love the pool, and the staff is always ready to help with a smile. This has become our family’s spot. Kudos to housekeeping for the great job they do. A++"

Reviewed on Jul 17, 2025

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D. Hotel Suites & Spa
La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA

3 out of 5
100 Congress Street, Springfield, MA
Book a stay at this family-friendly hotel in Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
8/10 Very Good! (1,274 reviews)
"Plenty of free, convenient parking . Helpful, friendly staff . Clean , comfortable , great AC in the room."

Reviewed on Jul 17, 2025

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La Quinta Inn & Suites by Wyndham Springfield MA
Quality Inn West Springfield

Quality Inn West Springfield

2.5 out of 5
1150 Riverdale St, West Springfield, MA
Book a stay at this golf hotel in West Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7/10 Good! (1,004 reviews)
"Great staff went above and beyond. I will continue to rebook the room. Great price and super easy access from I91"

Reviewed on Jul 18, 2025

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Quality Inn West Springfield
Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield

2.5 out of 5
440 Memorial Dr, Chicopee, MA
Stay at this hotel in Chicopee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,007 reviews)
"Staff is very accommodating and friendly"

Reviewed on Jul 18, 2025

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Tru by Hilton Chicopee Springfield
Red Roof Inn PLUS+ West Springfield

Red Roof Inn PLUS+ West Springfield

2.5 out of 5
1254 Riverdale Street, West Springfield, MA
Stay at this hotel in West Springfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
6.8/10 (1,000 reviews)
"Perfect place to relax for the night. Clean, right off a main road, convenient location."

Reviewed on Jul 14, 2025

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Red Roof Inn PLUS+ West Springfield
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (640 reviews)
"We enjoyed the unique character and flavor of the hotel!"

Reviewed on Jul 19, 2025

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Berkshires Untold
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street, South Lee, MA
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff ...
9/10 Wonderful! (678 reviews)
"Terrific place. Spacious, clean, comfortable."

Reviewed on Jul 18, 2025

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Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street, Pittsfield, MA
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (825 reviews)
Very solid spot
"Great spot for exploring the area. Walking distance to downtown, and easy drive to nature, which is why I was in town w/ friends. Only complaint is that the hot water ran out really fast in the showers the days we were there"

Reviewed on Jul 16, 2025

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Holiday Inn & Suites Pittsfield-Berkshires by IHG
See all 838 properties in Chester
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.